WO2010149521A1 - Verwendung von dietherverbindungen bei der chemischen reinigung von textil-, leder- oder pelzwaren - Google Patents
Verwendung von dietherverbindungen bei der chemischen reinigung von textil-, leder- oder pelzwaren Download PDFInfo
- Publication number
- WO2010149521A1 WO2010149521A1 PCT/EP2010/058318 EP2010058318W WO2010149521A1 WO 2010149521 A1 WO2010149521 A1 WO 2010149521A1 EP 2010058318 W EP2010058318 W EP 2010058318W WO 2010149521 A1 WO2010149521 A1 WO 2010149521A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- cleaning
- solvent
- leather
- textile
- substituted
- Prior art date
Links
- 238000004140 cleaning Methods 0.000 title claims abstract description 71
- 239000004753 textile Substances 0.000 title claims abstract description 66
- 239000010985 leather Substances 0.000 title claims abstract description 52
- 150000001875 compounds Chemical class 0.000 title claims abstract description 16
- 239000002904 solvent Substances 0.000 claims abstract description 120
- 238000000034 method Methods 0.000 claims abstract description 45
- 239000012459 cleaning agent Substances 0.000 claims abstract description 44
- -1 alkenyl radical Chemical class 0.000 claims abstract description 24
- 239000007788 liquid Substances 0.000 claims abstract description 9
- 229920000233 poly(alkylene oxides) Polymers 0.000 claims abstract description 5
- 238000005108 dry cleaning Methods 0.000 claims description 27
- CYTYCFOTNPOANT-UHFFFAOYSA-N Perchloroethylene Chemical group ClC(Cl)=C(Cl)Cl CYTYCFOTNPOANT-UHFFFAOYSA-N 0.000 claims description 20
- 229950011008 tetrachloroethylene Drugs 0.000 claims description 20
- 239000000126 substance Substances 0.000 claims description 17
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 17
- 125000000623 heterocyclic group Chemical group 0.000 claims description 8
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 8
- 150000001728 carbonyl compounds Chemical class 0.000 claims description 7
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 6
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims description 6
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- 238000009835 boiling Methods 0.000 claims description 6
- 239000003795 chemical substances by application Substances 0.000 claims description 6
- 239000003623 enhancer Substances 0.000 claims description 6
- 239000002736 nonionic surfactant Substances 0.000 claims description 6
- 238000000746 purification Methods 0.000 claims description 6
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 claims description 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 5
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 4
- 239000003093 cationic surfactant Substances 0.000 claims description 4
- 125000003342 alkenyl group Chemical group 0.000 claims description 3
- 239000002280 amphoteric surfactant Substances 0.000 claims description 3
- 239000003945 anionic surfactant Substances 0.000 claims description 3
- 150000004945 aromatic hydrocarbons Chemical class 0.000 claims description 3
- 239000003755 preservative agent Substances 0.000 claims description 3
- XMSXQFUHVRWGNA-UHFFFAOYSA-N Decamethylcyclopentasiloxane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O1 XMSXQFUHVRWGNA-UHFFFAOYSA-N 0.000 claims description 2
- 239000004278 EU approved seasoning Substances 0.000 claims description 2
- 239000006096 absorbing agent Substances 0.000 claims description 2
- 125000003118 aryl group Chemical group 0.000 claims description 2
- 229920001577 copolymer Polymers 0.000 claims description 2
- 238000005260 corrosion Methods 0.000 claims description 2
- 230000007797 corrosion Effects 0.000 claims description 2
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 2
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 2
- 239000002781 deodorant agent Substances 0.000 claims description 2
- 239000003995 emulsifying agent Substances 0.000 claims description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 2
- 239000002421 finishing Substances 0.000 claims description 2
- NBVXSUQYWXRMNV-UHFFFAOYSA-N fluoromethane Chemical compound FC NBVXSUQYWXRMNV-UHFFFAOYSA-N 0.000 claims description 2
- 235000011194 food seasoning agent Nutrition 0.000 claims description 2
- 239000003112 inhibitor Substances 0.000 claims description 2
- 229910052500 inorganic mineral Inorganic materials 0.000 claims description 2
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims description 2
- 125000004491 isohexyl group Chemical group C(CCC(C)C)* 0.000 claims description 2
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 claims description 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
- 230000003641 microbiacidal effect Effects 0.000 claims description 2
- 229940124561 microbicide Drugs 0.000 claims description 2
- 239000011707 mineral Substances 0.000 claims description 2
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 2
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 claims description 2
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 2
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 2
- 125000001971 neopentyl group Chemical group [H]C([*])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 2
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- 125000000286 phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- 229920005989 resin Polymers 0.000 claims description 2
- 239000011347 resin Substances 0.000 claims description 2
- 235000015096 spirit Nutrition 0.000 claims description 2
- 125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 claims 1
- 229920005682 EO-PO block copolymer Polymers 0.000 claims 1
- 239000003205 fragrance Substances 0.000 claims 1
- 150000005840 aryl radicals Chemical class 0.000 abstract 1
- 239000000047 product Substances 0.000 description 38
- 238000004821 distillation Methods 0.000 description 10
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 8
- 239000003599 detergent Substances 0.000 description 7
- 239000011538 cleaning material Substances 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 5
- 239000000049 pigment Substances 0.000 description 5
- 239000001569 carbon dioxide Substances 0.000 description 4
- 229910002092 carbon dioxide Inorganic materials 0.000 description 4
- 235000014113 dietary fatty acids Nutrition 0.000 description 4
- 238000001035 drying Methods 0.000 description 4
- 239000000194 fatty acid Substances 0.000 description 4
- 229930195729 fatty acid Natural products 0.000 description 4
- 150000004665 fatty acids Chemical class 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 230000002829 reductive effect Effects 0.000 description 4
- 150000003839 salts Chemical class 0.000 description 4
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 125000003277 amino group Chemical group 0.000 description 3
- 239000007859 condensation product Substances 0.000 description 3
- 238000000354 decomposition reaction Methods 0.000 description 3
- 230000002349 favourable effect Effects 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 239000002689 soil Substances 0.000 description 3
- 238000003860 storage Methods 0.000 description 3
- 230000002110 toxicologic effect Effects 0.000 description 3
- 231100000723 toxicological property Toxicity 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 239000012190 activator Substances 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- 239000000383 hazardous chemical Substances 0.000 description 2
- 238000006386 neutralization reaction Methods 0.000 description 2
- MPQXHAGKBWFSNV-UHFFFAOYSA-N oxidophosphanium Chemical class [PH3]=O MPQXHAGKBWFSNV-UHFFFAOYSA-N 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- 229920001522 polyglycol ester Polymers 0.000 description 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
- 150000003462 sulfoxides Chemical class 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 210000002268 wool Anatomy 0.000 description 2
- RPIZWEMWMLPQQA-UHFFFAOYSA-N 1-(diaminomethylideneamino)-2-phenylguanidine Chemical compound NC(N)=NNC(N)=NC1=CC=CC=C1 RPIZWEMWMLPQQA-UHFFFAOYSA-N 0.000 description 1
- RRBZUCWNYQUCTR-UHFFFAOYSA-N 2-(aminoazaniumyl)acetate Chemical class NNCC(O)=O RRBZUCWNYQUCTR-UHFFFAOYSA-N 0.000 description 1
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 1
- CDAWCLOXVUBKRW-UHFFFAOYSA-N 2-aminophenol Chemical class NC1=CC=CC=C1O CDAWCLOXVUBKRW-UHFFFAOYSA-N 0.000 description 1
- QNAYBMKLOCPYGJ-UHFFFAOYSA-N Alanine Chemical class CC([NH3+])C([O-])=O QNAYBMKLOCPYGJ-UHFFFAOYSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- 229920002101 Chitin Polymers 0.000 description 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- 206010028980 Neoplasm Diseases 0.000 description 1
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 108010009736 Protein Hydrolysates Proteins 0.000 description 1
- 239000002262 Schiff base Substances 0.000 description 1
- 150000004753 Schiff bases Chemical class 0.000 description 1
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical class C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 238000005903 acid hydrolysis reaction Methods 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 229910000288 alkali metal carbonate Inorganic materials 0.000 description 1
- 150000008041 alkali metal carbonates Chemical class 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 150000001342 alkaline earth metals Chemical class 0.000 description 1
- 150000008051 alkyl sulfates Chemical class 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- HAMNKKUPIHEESI-UHFFFAOYSA-N aminoguanidine Chemical compound NNC(N)=N HAMNKKUPIHEESI-UHFFFAOYSA-N 0.000 description 1
- 150000003868 ammonium compounds Chemical class 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- 150000007514 bases Chemical class 0.000 description 1
- 229920001400 block copolymer Polymers 0.000 description 1
- 201000011510 cancer Diseases 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
- 150000007942 carboxylates Chemical class 0.000 description 1
- 210000000085 cashmere Anatomy 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- 238000005265 energy consumption Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 125000001033 ether group Chemical group 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 239000003925 fat Substances 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000003673 groundwater Substances 0.000 description 1
- 150000005826 halohydrocarbons Chemical class 0.000 description 1
- 231100001261 hazardous Toxicity 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 1
- MTNDZQHUAFNZQY-UHFFFAOYSA-N imidazoline Chemical class C1CN=CN1 MTNDZQHUAFNZQY-UHFFFAOYSA-N 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- 238000009434 installation Methods 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000012454 non-polar solvent Substances 0.000 description 1
- 230000009965 odorless effect Effects 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 239000012074 organic phase Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 150000002921 oxetanes Chemical class 0.000 description 1
- 150000002924 oxiranes Chemical class 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 229920001748 polybutylene Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 239000003531 protein hydrolysate Substances 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 230000008929 regeneration Effects 0.000 description 1
- 238000011069 regeneration method Methods 0.000 description 1
- 239000012744 reinforcing agent Substances 0.000 description 1
- 230000002441 reversible effect Effects 0.000 description 1
- 238000012502 risk assessment Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L sodium carbonate Substances [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 230000003068 static effect Effects 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 238000009988 textile finishing Methods 0.000 description 1
- 238000005979 thermal decomposition reaction Methods 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 239000002888 zwitterionic surfactant Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/722—Ethers of polyoxyalkylene glycols having mixed oxyalkylene groups; Polyalkoxylated fatty alcohols or polyalkoxylated alkylaryl alcohols with mixed oxyalkylele groups
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/43—Solvents
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/0005—Other compounding ingredients characterised by their effect
- C11D3/0031—Carpet, upholstery, fur or leather cleansers
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/20—Organic compounds containing oxygen
- C11D3/2068—Ethers
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D7/00—Compositions of detergents based essentially on non-surface-active compounds
- C11D7/50—Solvents
- C11D7/5004—Organic solvents
- C11D7/5022—Organic solvents containing oxygen
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06L—DRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
- D06L1/00—Dry-cleaning or washing fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods
- D06L1/02—Dry-cleaning or washing fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods using organic solvents
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06L—DRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
- D06L1/00—Dry-cleaning or washing fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods
- D06L1/02—Dry-cleaning or washing fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods using organic solvents
- D06L1/04—Dry-cleaning or washing fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods using organic solvents combined with specific additives
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D2111/00—Cleaning compositions characterised by the objects to be cleaned; Cleaning compositions characterised by non-standard cleaning or washing processes
- C11D2111/10—Objects to be cleaned
- C11D2111/12—Soft surfaces, e.g. textile
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D7/00—Compositions of detergents based essentially on non-surface-active compounds
- C11D7/22—Organic compounds
- C11D7/26—Organic compounds containing oxygen
- C11D7/263—Ethers
Definitions
- the present invention relates to a process for the dry cleaning of textile, leather or fur products, in which bringing the product to be cleaned in contact with a cleaning agent, wherein the cleaning agent comprises at least one solvent. Moreover, the present invention also relates to the use of a solvent having certain properties and features for the production of a detergent for the dry cleaning of textiles, leather and fur products. Furthermore, the present invention relates to a liquid cleaning agent for use in a process for the dry cleaning of textile, leather or fur products, wherein the cleaning agent comprises a proportion of a solvent having certain properties and characteristics.
- apolar solvents e.g. aromatic hydrocarbons, light gasoline, Stoddard Solvent and White Spirit
- halohydrocarbons e.g. Chlorinated hydrocarbons (CHC) and chlorofluorocarbons (CFCs) are used.
- CHC Chlorinated hydrocarbons
- CFCs chlorofluorocarbons
- halogen-free solvents such as isoparaffins (KWL) and cyclosiloxane D5 (decamethylcyclopentasiloxane) have again become established in textile cleaning.
- WLL isoparaffins
- cyclosiloxane D5 decamethylcyclopentasiloxane
- These solvents have to be used in installations where the preparation of the solvent is over Distillation takes place, due to their high boiling range (KWL: 185-210 ° C) or boiling point (cyclosiloxane D5: bp. 21 1 ° C) are distilled under reduced pressure, resulting in correspondingly increased energy costs.
- WL isoparaffins
- cyclosiloxane D5 decamethylcyclopentasiloxane
- perchlorethylene tetrachloroethene
- Perchlorethylene is incombustible, has a boiling point of 121 0 C and can be distilled in the cleaning machines at atmospheric pressure.
- Perchlorethylene is a solvent with excellent dissolving power against a wide variety of soiling and a large part of the upper wardrobe is, according to the international care label of textiles, cleanable in perchlorethylene.
- perchlorethylene A disadvantage of the use of perchlorethylene is the risk of groundwater and soil contamination. According to the Ordinance on Hazardous Substances, perchlorethylene is classified as hazardous to health with risk phrase R40 and is therefore suspected of causing cancer. Therefore, in some EU Member States, perchlorethylene cleaning machines should not be used in supermarkets selling food. Due to the danger that perchlorethylene vapors penetrate the masonry, precautions must also be taken to reduce emissions. Some states of the USA, such as California, has banned perchlorethylene as a solvent in textile cleaning from 2020.
- Halogenated solvents have the already mentioned disadvantages for humans and the environment. Although solvents such as HCL, cyclosiloxane or liquid carbon dioxide, which are considered as further alternatives, have a more favorable risk assessment than perchlorethylene, they have specific disadvantages in practice, especially in the case of heavily soiled textiles and, above all, soiling by pigments and salts Cleaning performance, which can only be compensated by increased efforts in the Detachur.
- the object of the present invention is therefore to provide a solvent which is substantially equivalent or even better in terms of its cleaning properties compared to perchlorethylene or the other solvents commonly used in the dry-cleaning of textile, leather or fur products.
- this solvent should have ecologically and toxicologically more favorable properties compared to perchlorethylene or the other solvents commonly used in the dry-cleaning of textile, leather or fur products, so that the use, storage and transport of this solvent or this Solvent-containing liquid detergent safer or with less cost and / or energy consumption is possible.
- Ethylene oxide and propylene oxide - an unsubstituted or substituted, carbo- or heterocyclic C 3 - to C 6 -cycloalkyl, a mono- or polyunsaturated, unsubstituted or substituted, carbo- or heterocyclic C 3 - to C 6 -Cycloalkenylrest and an aryl of general formula (II)
- n is an integer of 0 to 22 and R 5 , R 6 , R 7 , R 8 , R 9 , R 10 and R 11 are independently selected from: - H, - an unsubstituted or substituted, linear or branched C r to
- C 22 -alkyl radical a mono- or polyunsaturated, unsubstituted or substituted, linear or branched C r to C 22 alkenyl radical, a polyalkylene oxide selected from homo- and co-polymers of ethylene oxide and propylene oxide, an unsubstituted or substituted, carbo- or heterocyclic C 3 - to C 6 -cycloalkyl radical and a mono- or polyunsaturated, unsubstituted or substituted, carbo- or heterocyclic C 3 - to C 6 -cycloalkenyl radical in a process for the dry-cleaning of textile, leather or fur articles in which the product to be cleaned is brought into contact with a cleaning agent, wherein the cleaning agent comprises at least one solvent, wherein the at least one solvent is a compound of the general formula (I).
- Solvents of the formula (I) are formally diethers and are accessible by the usual synthesis routes leading to the ether function, eg. By Wiliamson ether synthesis, reaction of oxiranes, oxetanes, tetrahydrofurans and higher analogs with alcohols.
- compounds of formula (I) can be prepared by reacting a carbonyl compound such as. As an aldehyde or ketone with 2 moles of alcohol per carbonyl group arise. Usually, this reversible reaction is catalysed acid. To shift the equilibrium, the alcohol is usually used in excess and the resulting water is removed from the reaction mixture. In order to obtain the degree of purity required for use as a solvent in dry cleaning, it is desirable to either remove or neutralize the catalyzing acid in the cases where acidic catalysis has been carried out in order to permit decomposition of the solvent in use prevent.
- the compounds of the formula (I) also meet the typical requirements for a solvent to be used in the cleaning of textile, leather and fur products.
- the solvent according to formula (I) has good dissolving properties for oily and greasy soils, e.g. Oils, fats, waxes, fatty acids, on. It also dissolves pigments and salts well from the textile fiber and stabilizes the detached pigments and salts in the solvent liquor.
- the solvent according to formula (I) are easily distillable without thermal decomposition of the solvent.
- the solvent according to formula (I) is immiscible with water and therefore, if necessary, is quite easily (e.g., in a water separator) separable from a water phase.
- the solvent according to formula (I) has a favorable drying behavior and is substantially odorless.
- the solvent according to formula (I) does not lead to color losses and does not adversely affect the dimensional stability of textiles. It is also important that adhesives used in textile finishing are not dissolved by the solvent according to formula (I).
- this solvent can completely or at least partially replace perchlorethylene, hydrocarbons (HCL), cyclosiloxane D5 or other solvents used for chemical cleaning.
- the goods to be cleaned include, inter alia, textile, leather and fur articles of any kind, such as items of clothing Textile, leather and / or fur, professional and protective clothing of any kind with textile and / or leather content, but also curtains, carpets and decorative materials with textile, leather and / or fur.
- dry cleaning is to be understood in the context of the present invention broadly and includes also the pretreatment (detachment) of textiles, leather and fur products in connection with the dry cleaning of these goods.
- the contacting of the goods to be cleaned with the cleaning agent in a dry cleaning machine is therefore carried out using the solvent according to formula (I) by machine in cleaning machines.
- cleaning machines are usually closed systems in which the solvent is recycled either by distillation, absorption or by a combination of both treatment processes.
- Modern machines use the dry-to-dry technique, which dry-loads the items to be cleaned and then discharges them again after the process has finished.
- the solvent-water mixture condensed on a solvent cooler can be returned to organic phase and water in a water separator Subsequently, the solvent can then run over an overflow of the water separator into the clean tank, while the water can be taken out of the system as contaminated contact water and can be correspondingly cleaned in order to comply with the discharge limit values.
- the cleaning processes can be both one-bath and saubadig (pre-and Hauptmassbad) or, as for example in the case of work wear, also carried Mobadig.
- the solvent used in the invention can be brought into contact with the cleaning material in the first or in a subsequent to the first bath with the formula (I).
- the other bath or baths may contain one or more other solvents for the dry cleaning of textile, leather or fur products.
- the solvent used according to the invention can be brought into contact with the cleaning material in more than one or in all baths with the formula (I).
- the solvent of the formula (I) is sprayed on the items to be cleaned once or several times in special cleaning systems.
- This process may additionally comprise process steps in which the cleaning product is immersed in one or more cleaning baths with the solvent of the formula (I) as described in the preceding paragraph.
- the method may also include process steps in which the items to be cleaned are also brought into contact with another solvent for the dry cleaning of textile, leather or fur products, whether by spraying or immersion in a cleaning bath.
- the items to be cleaned are dried in the same machine in which they were immersed or sprayed ("Dry to Dry” technique), so that the items to be cleaned are loaded dry and, after the end of the process, also unloaded again ,
- the cleaning material can also be sprayed with an impregnating agent or immersed in an impregnating agent after the end of the cleaning process and before drying.
- R 2 and R 4 are independently selected from methyl, ethyl, n-propyl, iso-propyl, n-butyl, iso-butyl , secondary butyl, tertiary butyl, n-pentyl, isopentyl, neopentyl, cyclopentyl, n-hexyl, iso-hexyl, cyclohexyl, octyl, iso-octyl, 2-ethylhexyl , n-decyl, isotridecyl, phenyl, benzyl, phenylethyl, nonylphenyl.
- the solvent having the general formula (I) is characterized in that x is an integer from 1 to 5,
- R 1 and R 3 are independently selected from H, an unsubstituted or substituted, linear or branched C r to C 8 alkyl or C r to C 8 iso-alkyl radical, and
- R 2 and R 4 are each independently an unsubstituted or substituted, linear or branched d- to Ci 3 -n-alkyl or d- to Ci 3 -iso alkyl radical, an unsubstituted or substituted C 5 - or C 6 -cycloalkyl- , Phenyl, benzyl, 2-phenylethyl radical.
- a further embodiment of the invention is characterized in that in the solvent of general formula (I) x is an integer from 1 to 5, - R 1 and R 3 are H and
- R 2 and R 4 are independently selected from unsubstituted or substituted, linear or branched C r to C 8 n-alkyl or C r to C 8 iso-alkyl.
- R 1, R 2, R 3, R 4, R 5, R 6, R 8, R 9, R 10 or R 1 1 substituted 7, R / are
- the substituent (s) can be selected from the group consisting of -Cl, -Br, -I, -NO 2 , -NR 2 , -COOR, -C (O) R, -CONHR, -CONR 2 includes.
- R 1 and R 3 are H and - R 2 and R 4 are n-butyl radicals.
- the solvent in this specific embodiment is a compound having the specific formula (III)
- the solvent having the specific formula (III) is also an example of an embodiment of the solvent of the general formula (I) according to the invention which does not mix with water or absorbs less than 2% by volume of water.
- the solvents of the formula (I) according to the invention are the safer, the higher their flash point. In one embodiment of the invention, therefore, a solvent of formula (I) having a flash point> 55 ° G (PMCC) is used. For reasons of transport law, a specific embodiment of the solvent of the formula (I) has a flash point of> 62 0 C (PMCC).
- the treatment of the cleaning agent or the solvent is carried out by distillation.
- this distillation is carried out under reduced pressure (Vacuum distillation).
- Some embodiments of the solvent used according to the invention having the formula (I) have a boiling point ⁇ 215 ° C. at 1013 mbar. This has the advantage that the energy expenditure in the treatment of the solvent by distillation is lower.
- the cleaning agent also comprises a portion of a cleaning amplifier (or cleaning activator).
- a cleaning booster is added to the cleaning agent during the process.
- the product to be cleaned is otherwise separately contacted with a cleaning booster during the process.
- Cleaning enhancers are surfactant formulations to improve the cleaning effect.
- Other tasks of a cleaning enhancer include emulsifying water to improve wet soil removal, and dispersing pigments and salts in the solvent to improve their release from the fabric and prevent their redeposition.
- Some cleaning agents stabilize dissolved fine pigments in the cleaning solution and thus protect the items to be cleaned from graying.
- Reinforcing agents may also be anticorrosion additives or non-ionic or cationic surfactants for improving grip with "easy finish" properties or finishes, some cleaning agents provide hygienic effects in the textile care, others reduce or avoid the static charge of the cleaning material during the drying phase, for example in wool linting is significantly reduced.
- the cleaning agent comprises a proportion of cleaning intensifiers which are anionic surfactants, cationic surfactants, nonionic surfactants, amphoteric surfactants, microbicides, preservatives, handle improvers, seasonings, perfumes, water, preservatives, odor absorbers, solubilizers, corrosion inhibitors, deodorants, Emulsifiers, finishing agents, antistatic components, fluorocarbon resins or combinations thereof.
- cleaning intensifiers which are anionic surfactants, cationic surfactants, nonionic surfactants, amphoteric surfactants, microbicides, preservatives, handle improvers, seasonings, perfumes, water, preservatives, odor absorbers, solubilizers, corrosion inhibitors, deodorants, Emulsifiers, finishing agents, antistatic components, fluorocarbon resins or combinations thereof.
- Suitable anionic surfactants include the sulfates, sulfonates, carboxylates, phosphates, such as alkyl ester sulfonates, alkyl sulfates, alkyl ether sulfates, alkylbenzenesulfonates, alkanesulfonates and fatty acids known to those skilled in the art as cleaning boosters for the dry-cleaning of textile, leather and fur products.
- cations which may be selected, for example, from alkali metals or alkaline earth metals, for example lithium, sodium, potassium, or ammonium or ammonium compounds, such as, for example, monoethanolamine, diethanolamine and triethanolamine.
- Suitable nonionic surfactants include the condensation products of aliphatic alcohols with alkylene oxide, for example ethylene oxide or propylene oxide, known to the person skilled in the art as cleaning enhancers for the dry-cleaning of textile, leather and fur products, the alkyl chain of the aliphatic alcohols being linear or branched, may be saturated or unsaturated, condensation products of ethylene oxide having a hydrophobic base formed by condensation of propylene oxide with propylene glycol, and condensation products of ethylene oxide with a reaction product of propylene oxide and ethylenediamine.
- alkylene oxide for example ethylene oxide or propylene oxide
- cleaning enhancers for the dry-cleaning of textile, leather and fur products the alkyl chain of the aliphatic alcohols being linear or branched, may be saturated or unsaturated, condensation products of ethylene oxide having a hydrophobic base formed by condensation of propylene oxide with propylene glycol, and condensation products of ethylene oxide with a reaction product of propylene oxide and ethylene
- nonionic surfactants include water-soluble amine oxides, water soluble phosphine oxides and water-soluble sulfoxides containing one C 10th Further nonionic surfactants known to the person skilled in the art as cleaning enhancers for the dry-cleaning of textile, leather and fur products are alkyl and alkenyl oligoglycosides and fatty acid polyglycol esters or fatty amine polyglycol esters having a C 8 - to C 2 o-fatty alkyl radical, alkoxylated triglycamid, fatty acid -N-alkylglucamides, phosphine oxides, dialkyl sulfoxides, mixed ethers or Mischformyle and protein hydrolysates and polyethylene, polypropylene and polybutylene oxide condensates of alkylphenols.
- amphoteric or zwitterionic surfactants are alkylbetaines, alkylamidbetaines, alkyldimethylbetaines, alkyldipolyethoxybetaines, aminopropionates, aminoglycinates and amphoteric imidazolinium compounds, which are known to the person skilled in the art as cleaning intensifiers for the dry-cleaning of textile, leather and fur products.
- the cationic surfactants known to the person skilled in the art as cleaning enhancers for the dry-cleaning of textile, leather and fur products include substituted or unsubstituted, straight-chain or branched, quaternary ammonium salts of the type R 1 N (CH 3 ) 3 + X ' , R 1 R 2 N (CH 3) 3 + X ', R 1 R 2 R 3 N (CH 3) + ⁇ - or R 1 R 2 R 3 R 4 N + X, wherein R 1, R 2, R 3 and R 4 may be an alkyl, hydroxyalkyl, phenyl, alkenyl, aralkyl radical, where X "is an anion well-known to those skilled in the art.
- the cleaning agent also comprises a proportion of a substance suitable for chemical cleaning agents for trapping hydrogen proton donors, free hydrogen protons and / or free carbonyl compounds.
- the detergent can be stabilized by the addition of suitable basic compounds, that any existing proton donors are trapped in a neutralization reaction and can not contribute to a proton-catalyzed decomposition of the solvent.
- the aforesaid chemicals suitable for chemical cleaning agents for trapping hydrogen proton donors, free hydrogen protons and / or free carbonyl compounds may be selected therefrom without limitation to alkali metal carbonates, such as Sodium or potassium carbonate, and compounds bearing one or more free amino groups, such as chitin, urea, aminoguanidine, phenylbiguanidine, (polymeric) aminophenols, and ion exchangers bearing amino groups.
- the compounds bearing one or more free amino groups are capable of binding carbonyl compounds to form Schiff bases (azomethines). At the same time, these amino compounds react as bases and react with proton donors in a neutralization reaction to form amonium compounds. This pH stabilization prevents or at least significantly restricts any acid-catalyzed hydrolysis reactions which lead to decomposition of the solvent
- the substances suitable for chemical cleaning agents for trapping hydrogen proton donors, free hydrogen protons and / or free carbonyl compounds are preferably higher boiling than the other substances of the cleaning agent and temperature stable, so that they remain in the distillation of the chemical cleaning agent in the distillation bubble and not with the cleaning material get in touch. If the compounds are not soluble in the cleaning agent, they may alternatively be added to the cleaning agent stored in a storage tank, so that they do not come into contact with the cleaning material in this case either.
- the trapping reaction of protons and carbonyl compounds takes place here in a heterogeneous reaction and is also conceivable in non-distilling purification processes.
- the cleaning agent also comprises a proportion of a solvent suitable for the cleaning of textile, leather or fur products which is different from the solvent of the formula (I).
- a suitable for the purification of textile, leather or fur products solvent which is different from the solvent having the formula (I) added.
- the product to be cleaned is otherwise contacted separately with a solvent suitable for the cleaning of textile, leather or fur products other than the solvent of formula (I).
- solvents suitable for cleaning textile, leather or fur products other than the solvent of formula (I) include any solvent suitable for the cleaning of textile, leather or fur products, such as the solvent having the formula (I) are different, such as the aforementioned conventional solvents used in chemical cleaning.
- solvents suitable for cleaning textile, leather or fur products other than the solvent of formula (I) include perchlorethylene, aromatic hydrocarbons, mineral spirits, Stoddard Solvent, White Spirit, chlorinated hydrocarbons, chlorofluorocarbons, isoparaffins (KWL), cyclosiloxane D5, liquid carbon dioxide and combinations thereof.
- the above-described solvent of the general formula (I) in one or more of the various embodiments described above is used to prepare a detergent for dry-cleaning textile, leather and fur products or to produce an agent used for the pretreatment (detachment) of textiles, leather and fur products, this cleaning agent optionally having one or more of the features described above for cleaning agents according to the invention.
- the correspondingly prepared detergent also contains, in addition to a proportion of a solvent having the general formula (I), a proportion of a cleaning booster and / or a proportion of another solvent suitable for the cleaning of textile, leather or fur products Solvent having the formula (I) is different, on.
- a liquid detergent in a process of dry-cleaning textile, leather or fur products, wherein the detergent comprises a proportion of a solvent of the general formula (I) in one or more of the various The above-described embodiments and a proportion of a cleaning booster and / or a proportion of another suitable for the purification of textile, leather or fur products solvent, which is different from the solvent having the formula (I), and wherein the chemical cleaning preferably carried out in a dry cleaning machine.
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Priority Applications (15)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CA2763392A CA2763392C (en) | 2009-06-25 | 2010-06-14 | Use of diether compounds for chemically cleaning textile, leather or fur goods |
KR1020127001336A KR101433159B1 (ko) | 2009-06-25 | 2010-06-14 | 직물, 가죽 또는 모피 제품을 화학적으로 세탁하기 위한 다이에테르 화합물의 용도 |
ES10724084.8T ES2564985T3 (es) | 2009-06-25 | 2010-06-14 | Uso de compuestos diéter durante la limpieza en seco de productos textiles, artículos de cuero y peletería |
JP2012516635A JP5785161B2 (ja) | 2009-06-25 | 2010-06-14 | 繊維、皮革または毛皮製品を化学的に洗浄するためのジエーテル化合物の使用 |
DK10724084.8T DK2446008T3 (en) | 2009-06-25 | 2010-06-14 | Use of dietherforbindelser for chemical cleaning of textile, leather or fur products. |
RU2012102302/04A RU2543715C2 (ru) | 2009-06-25 | 2010-06-14 | Применение простых диэфиров при химической чистке текстильных, кожаных или меховых изделий |
BRPI1010652-9A BRPI1010652B1 (pt) | 2009-06-25 | 2010-06-14 | Uso de compostos de diéter como agente de limpeza em um método de limpeza químico de artigos têxteis, de couro ou pele |
US13/123,606 US8801807B2 (en) | 2009-06-25 | 2010-06-14 | Use of diether compounds for chemically cleaning textile, leather, or fur goods |
MX2011012947A MX337428B (es) | 2009-06-25 | 2010-06-14 | Uso de compuestos de dieter para la limpieza quimica de productos textiles, de piel o pieles. |
AU2010264903A AU2010264903B2 (en) | 2009-06-25 | 2010-06-14 | Use of diether compounds for chemically cleaning textile, leather, or fur goods |
EP10724084.8A EP2446008B1 (de) | 2009-06-25 | 2010-06-14 | Verwendung von dietherverbindungen bei der chemischen reinigung von textil-, leder- oder pelzwaren |
CN201080028764.1A CN102803457B (zh) | 2009-06-25 | 2010-06-14 | 二醚化合物在纺织品、皮革和毛皮制品的化学清洗中的应用 |
NZ597194A NZ597194A (en) | 2009-06-25 | 2010-06-14 | Use of diether compounds for chemically cleaning textile, leather, or fur goods |
PL10724084T PL2446008T3 (pl) | 2009-06-25 | 2010-06-14 | Zastosowanie związków dwueteru do chemicznego czyszczenia wyrobów tekstylnych, skórzanych lub futrzanych |
HK13105100.1A HK1178197A1 (zh) | 2009-06-25 | 2013-04-26 | 二醚化合物在紡織品、皮革和毛皮製品的化學清洗中的應用 |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
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DE102009027206A DE102009027206A1 (de) | 2009-06-25 | 2009-06-25 | Verwendung von Dietherverbindungen bei der chemischen Reinigung von Textil-, Leder- oder Pelzwaren |
DE102009027206.2 | 2009-06-25 |
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WO2010149521A1 true WO2010149521A1 (de) | 2010-12-29 |
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PCT/EP2010/058318 WO2010149521A1 (de) | 2009-06-25 | 2010-06-14 | Verwendung von dietherverbindungen bei der chemischen reinigung von textil-, leder- oder pelzwaren |
Country Status (17)
Country | Link |
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US (1) | US8801807B2 (zh) |
EP (1) | EP2446008B1 (zh) |
JP (1) | JP5785161B2 (zh) |
KR (1) | KR101433159B1 (zh) |
CN (1) | CN102803457B (zh) |
AU (1) | AU2010264903B2 (zh) |
BR (1) | BRPI1010652B1 (zh) |
CA (1) | CA2763392C (zh) |
DE (1) | DE102009027206A1 (zh) |
DK (1) | DK2446008T3 (zh) |
ES (1) | ES2564985T3 (zh) |
HK (1) | HK1178197A1 (zh) |
MX (1) | MX337428B (zh) |
NZ (1) | NZ597194A (zh) |
PL (1) | PL2446008T3 (zh) |
RU (1) | RU2543715C2 (zh) |
WO (1) | WO2010149521A1 (zh) |
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-
2010
- 2010-06-14 KR KR1020127001336A patent/KR101433159B1/ko active IP Right Grant
- 2010-06-14 ES ES10724084.8T patent/ES2564985T3/es active Active
- 2010-06-14 WO PCT/EP2010/058318 patent/WO2010149521A1/de active Application Filing
- 2010-06-14 EP EP10724084.8A patent/EP2446008B1/de active Active
- 2010-06-14 MX MX2011012947A patent/MX337428B/es active IP Right Grant
- 2010-06-14 US US13/123,606 patent/US8801807B2/en active Active
- 2010-06-14 BR BRPI1010652-9A patent/BRPI1010652B1/pt active IP Right Grant
- 2010-06-14 DK DK10724084.8T patent/DK2446008T3/en active
- 2010-06-14 RU RU2012102302/04A patent/RU2543715C2/ru active
- 2010-06-14 CN CN201080028764.1A patent/CN102803457B/zh not_active Expired - Fee Related
- 2010-06-14 NZ NZ597194A patent/NZ597194A/xx unknown
- 2010-06-14 CA CA2763392A patent/CA2763392C/en active Active
- 2010-06-14 AU AU2010264903A patent/AU2010264903B2/en active Active
- 2010-06-14 JP JP2012516635A patent/JP5785161B2/ja active Active
- 2010-06-14 PL PL10724084T patent/PL2446008T3/pl unknown
-
2013
- 2013-04-26 HK HK13105100.1A patent/HK1178197A1/zh unknown
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Cited By (2)
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WO2012000848A3 (de) * | 2010-06-29 | 2013-04-11 | Chemische Fabrik Kreussler & Co. Gmbh | Verfahren zur industriellen reinigung von metallteilen, formteilen aus kunststoff oder elektrobauteilen |
US9828572B2 (en) | 2013-11-21 | 2017-11-28 | Hyundai Motor Company Kolonglotech, Inc. | Method for removing odor of artificial leather and artificial leather manufactured using the same |
Also Published As
Publication number | Publication date |
---|---|
US20120084928A1 (en) | 2012-04-12 |
ES2564985T3 (es) | 2016-03-30 |
RU2543715C2 (ru) | 2015-03-10 |
MX2011012947A (es) | 2012-04-02 |
KR20120065992A (ko) | 2012-06-21 |
CN102803457A (zh) | 2012-11-28 |
HK1178197A1 (zh) | 2013-09-06 |
AU2010264903A1 (en) | 2012-01-12 |
JP2012530856A (ja) | 2012-12-06 |
PL2446008T3 (pl) | 2016-07-29 |
BRPI1010652A2 (pt) | 2016-03-15 |
RU2012102302A (ru) | 2013-08-27 |
CN102803457B (zh) | 2015-11-25 |
CA2763392A1 (en) | 2010-12-29 |
US8801807B2 (en) | 2014-08-12 |
JP5785161B2 (ja) | 2015-09-24 |
KR101433159B1 (ko) | 2014-08-22 |
DK2446008T3 (en) | 2016-04-11 |
BRPI1010652B1 (pt) | 2019-06-25 |
AU2010264903B2 (en) | 2013-01-10 |
EP2446008A1 (de) | 2012-05-02 |
CA2763392C (en) | 2015-02-24 |
NZ597194A (en) | 2013-07-26 |
DE102009027206A1 (de) | 2010-12-30 |
EP2446008B1 (de) | 2016-03-02 |
MX337428B (es) | 2016-03-04 |
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